Date: Sat, 27 Nov 2010 20:41:38 -0600
From: jack story
Subject: Jack's Story: Part I
These stories are mostly true with a little embelishment for entertainment
purposes. I've changed everyone's name to respect privacy. These all
happened a long time ago, but I can still remember most of them very well.
All comments are welcome at jacks.story@hotmail.com.
Part 1 - My First Experience
My name's Jack and like most boys I discovered the fun of masturbation long
before I could have anything more than a dry orgasm. I spent many waking
hours playing with my dick. I would stroke with either hand, hump a
pillow, and anything else I could find to get off. I would measure my size
often and was always disappointed I wasn't bigger. The first time I
measured I was just over three and a half inches. I was a later bloomer
and didn't get enough pubic hair to really see without a very close look
until I turned 14.
Toward the end of my seventh grade year I was invited to spend the night
with my friend Sammy. We went to different elementary schools before
meeting in sixth grade. Our houses were on opposite sides of a major
highway so I packed my bag on Friday morning and rode the bus home with him
after the last bell. He had invited another friend to spend the night too.
Derek lived a block away from Sammy, but had always attended private
school. I had heard his name in conversations with Sammy, but Friday
afternoon was the first time I met him.
Sammy, Derek, and I were all 13 years old. Sammy was a day older than me
and Derek was just a few weeks younger than both of us. Sammy and I were
built almost exactly the same; short and skinny. We both had dirty blond
hair, but he wore his a little bit longer than me. Derek was four or five
inches taller than either of us, more muscular and had dark brown hair that
hung down to his shoulders. He had the dark peach fuzz on his upper lip
and it was obvious that he had never bothered to shave.
Sammy introduced the two strangers and we proceeded to eat most of the food
in his refridgerator. His mother came home from work with pizza a little
after 6:00 and we ate it too without any trouble. We spent some time in
front of the tv in his living room flipping through channels and eventually
tired and went downstairs to Sammy's room.
Sammy had somehow managed to claim the bedroom and bath in the basement.
Sammy's parents and his older brother and sister had rooms on the second
floor. I can't really say why the youngest child got the best room, but I
think it may have been a matter of trust. His brother had already been in
trouble with the law with underage drinking and his sister apparently had a
reputation of being easy. Maybe their parents wanted them close enough to
monitor their life. It really doesn't matter to me why because Sammy's
room rocked.
It had only a couple of windows and they were the near the ceiling. The
house was built into the side of a hill and the other side of the room had
the front porch outside. The garage was at the other end of the basement,
but it was obvious from the amount of junk that a car hadn't been parked
there in many years.
The bathroom was actually quite large. The original owners of the house
had built it before they had even before they added the bedroom. There was
no bathtub, but they had built a very large shower and there was storage
space that contained everyone's muddy shoes and other items. Sammy's
family often used his bathroom to clean up after working in the yard, but
it was a small price to pay for having a room to yourself.
His bedroom had a double bed and a couch. The couch didn't pull out into a
bed, but was large enough that one of us could sleep on it and the other
could share Sammy's bed. Sammy didn't have a tv, but he had plenty of
games and comic books to keep us entertained if we got bored. Derek
plopped down on Sammy's bed and I took up residence on the couch while
Sammy went to take a leak.
Sammy returned and asked what we wanted to do and we both said "I don't
know" in unison. Sammy suggested we play a game or two and pulled out a
deck of cards and Sorry. We played Sorry first and then cards for about an
hour. We talked about everything but the games and eventually stopped
playing them altogether. We talked about cars, eigth grade (we were going
to be the rulers of our schools next year), and, of course, girls. Sammy
and I had attended a boy-girl birthday party earlier in the year and both
played spin the bottle. I'm not sure if any of the girls were happy to
kiss us, but we both were happy they had no choice. Derek claimed to have
a girl friend at his school that let him feel her breasts, but Sammy had
never met her and openly doubted if that was the truth.
I asked Derek about his school and he told us that it pretty cool. He had
to wear a uniform, but it didn't include a tie so it wasn't too bad. He
took the same basic classes as us, but he took French and Art where Sammy
and I took Spanish and Home Economics. At the time I had no idea why the
city had decided seventh graders needed to know that stuff, but it was
probably one of the best things I learned in school. I have yet to mix
reds and whites!
Sammy told me that Derek had to shower after gym. I had heard that it was
required at some schools, but thankfully I wasn't in one of those schools.
Derek said it wasn't that big a deal to shower with other boys after about
a week. He said that every week or two someone would pop a boner and be
ridiculed about it, but it still wasn't too bad.
I hadn't seen another boy naked in several years and was hoping to keep
that streak alive through high school. Erections came often and
unexpectantly for me and I didn't want to get one in front of other guys;
especially since I had no pubes and a small one. A little after 11:00
Sammy's mother opened the door upstairs and told us to go to bed. She was
heading upstairs and didn't want us coming back up to watch tv. She was
going to work early Saturday morning and had made it very well known that
we weren't to make noise and wake her.
Sammy assured us that the first floor of the house provided enough of a
sound buffer to allow us to continue talking without risking the wrath of a
sleepy mother. We talked for another hour or so before Sammy decided he
wanted to get ready for bed.
We discussed sleeping arrangements and decided that it would be best left
to chance. Sammy tore off three sheets of paper and said he would write
bed on two of them and sofa on the other. As guests, Derek and I would get
to choose a piece of paper from Sammy's palm. We both got one marked bed
and Sammy was tossed his unopened sheet of paper into the garbage and
headed to the couch.
I went to my bag to rummage through my clothes looking for my toothbrush.
I told them I was going to brush my teeth, but I really wanted to find out
what the dress code was for bed. I normally slept in my gym shorts and a
t-shirt, but occasionally lost the t-shirt on summer nights. I knew some
guys slept in their underwear and I was going to do that only if both Sammy
and Derek did. I was definitely a follower in those days and didn't want
to be different. However, I was hoping that one of them would wear a pair
of shorts so I didn't have to risk exposure of morning wood in my
tighty-whiteys.
When I returned from the bathroom both of them were still dressed as when I
left. Derek brushed his teeth next and Sammy went last. After a few more
minutes, Sammy pulled off his shirt, shoes, socks, and shorts to get ready
for bed. He left on his briefs, but they were red and not white. I slowly
took off my shoes as Derek began to undress. I double knotted my shoes to
keep them from coming untied and feigned a struggle to undo the laces on
the left foot. Derek was quickly down to his underwear and I was please to
see they were white too. I really didn't like being different in those
days.
What happened next surprised me.
Derek removed his underwear and threw it in the pile with the rest of his
clothes. I must have been staring with my mouth wide open. Sammy laughed
and I was startled back into reality. Sammy said that Derek always slept
naked and that he had the same look the first time he slept over at Derek's
house. I quickly gathered my composure, or at least I think I did. I said
something along the lines that it's no big deal and Derek said it is much
bigger when he's hard.
I snickered a bit and the noticed that his dick didn't look too much bigger
than mine. He had what I thought was a lot of hair over his pubes. Derek
definetly was more muscular than me and it really showed when he was naked.
I sped up my pace with my shoes and decided that I could sleep in my
briefs. It wasn't what I prefered, but it was much better than showing
everyone what little I had.
Just as I had pulled off my shorts I noticed that Sammy reached for his
underwear and pulled them down. Now I stood as the only one with any
clothes on. Sammy looked a lot like me naked except that he had the
beginning of pubic hair. Damn! I was the only bald one in the group. I
stopped after pulling my shorts off. I had no intention of getting naked
in front of them. I was willing to sleep in my underwear, but that was it.
I was expecting them to immediately say something about me not stripping
completely, but neither one said anything about it. Sammy plopped down on
the couch and covered himself with a quilt. Derek pulled the covers down on
the bed and jumped on top of the sheets.
I somehow mustered the courage to ask Sammy how long he had been sleeping
naked. He said this would be the second time. He had first tried it last
weekend once he knew Derek and I were coming over. He said, "I wanted to
make sure I could actually sleep naked."
I muttered something back and jumped onto the bed, but kept as much
distance as possible between Derek and I. I got under the sheet, but Derek
stayed uncovered. None of us had thought about turning the lights off and
we just started talking again. Derek was obviously enjoying being naked in
front of us. He shifted around on the bed to make sure that Sammy and I
both had a good angle to view his naked body. Sammy was the first to talk.
"Jack, have you ever slept naked?"
"NO!" I probably responded too quickly and too emphatically.
He laughed at me and Derek joined in. So much for not being different.
Derek said it was easy to sleep without clothes and it was actually better
for him because his boner never got held back by his underwear when he woke
up.
I knew exactly what he was talking about because I always woke up with an
erection. It strained against the fabric of my briefs and I always had to
jerk off in the morning. Derek said I should try it, but I didn't really
want to. Sammy pestered me about it and eventually I was brave enough to
slip out of the briefs and throw them on the floor next to the bed. I
figured I could stay covered up and slide them back on before getting out
of bed in the morning. My hairless body would be kept secret.
Derek slid under the covers to and we continued talking about things. We
got back around to girls again and I started to bone up. I had the same
thing happen earlier, but the shorts and underwear had easily hidden my
erection. This time the coversation turned to sex. Full boner now. Just
the word sex had made my cock stand at complete attention. I was laying on
back with my knees bent, so I wouldn't tent the sheets. I had been lucky
about that part.
Sammy was in the same configuration and I expected he was also sporting
wood. Derek had sat up in the bed and was barely covered by the sheet.
Sammy and I both noticed that he was getting erect. He didn't try to hide
it and I think he may have actually been trying to show it to us. Then he
confirmed my suspicion.
"I need to jerk off."
I did too, but I sure wasn't going to say it out loud. Derek put his hand
under the sheets down and started rubbing his cock. I was fondling myself
and it was clear that Sammy was working his pretty hard. Derek said,
"Sammy, show us yours and we'll show you ours."
I had no intention of doing that and when Sammy said he wasn't going to
unless everyone did first I sighed with relief. It wasn't two seconds
before Derek pulled the sheets back exposing the two of us. It was obvious
who hit puberty first. His circumcised cock was almost six inches and had
a nice bush of hair. Mine had none and it would be generous to call it
anything more than four inches. Derek smiled and told Sammy to "show it".
Sammy hestitated, but through the quilt back. He was stopped stroking
briefly, but resumed working his five inches. I had never stopped jerking
and after seeing both of them naked and jerking started to loose my
inhibitions. Derek was really going at it and after another minute he was
breathing heavily. I knew what was next and he didn't disappoint. His
cock started spurting cum and the first shot hit him on the chin. The next
few didn't make it that far, but left a trail down his check to his pubes.
I couldn't hold it any longer and started cumming too. I barely had a
dribble come out, but the orgasm was every bit as intense as Derek's.
Sammy was soon to follow and he had more cum than I did. It didn't hit his
face, but two or three good size wads hit his belly and chest.
Derek grabbed some tissues and wiped himself up. I got a couple from the
box and threw it over to Sammy. After we all cleaned up...well, that's
another story.
Jack